Home Rentals | Hilton Head Island
Elevate your trip with a spacious and private Hilton Head rental home. Ideal for large families and groups, our selection of Hilton Head house rentals offers the room, luxury, and privacy that smaller accommodations lack. Find your perfect sanctuary, including stunning oceanfront options, in premier island communities like Sea Pines, Forest Beach, Shipyard, and Palmetto Dunes. Our Hilton Head Island house rentals are equipped with high-end features like private pools, gourmet kitchens, and expansive outdoor areas. When searching for the best accommodations for your group, choose one of our Hilton Head vacation rentals to ensure a relaxing and memorable escape.
70 properties available
40 Red Oak is a spacious, meticulously appointed 4-bedroom, 3.5-bathroom home, ideally located near Harbour Town and the famed 12th and 13th holes of the Harbour Town Golf Course. Completely renovated in 2024, this home has all the comforts you’d expect from a premier Hilton Head vacation rental. The main level of the home has an open-concept livin
Get ready for a luxury vacation on Hilton Head Island at Forest Drive 19. This new home located in the Sea Pines community features four bedrooms, four and a half bathrooms, multiple decks and outdoor space, pool/playground/ tennis court access, all wrapped up in coastal luxury. Plus, Forest Drive 19 is pet-friendly for up to two dogs (fee applied)
Located on the 13th Fairway of Harbour Town Golf Links in the historic Sea Pine Plantation, this 3 bedroom, 2.5 bathroom pet-friendly Hilton Head vacation rental boasts an expansive backyard with a screened-in pool only 1.5 miles to the Atlantic ocean. The perfect getaway spot for your entire family’s next vacation on Hilton Head Island, SC. The co
This 5 bedroom, 5.5 bath, single-family Singleton Beach home will be an island oasis that you won't want to leave! This well-equipped home features a private pool, designer decor, and state-of-the-art appliances, as well as double garages and a wide driveway.The first-floor pool level features a cozy sitting room decorated with a tropical motif. **
32 Crabline Court is an exquisitely decorated 5 bedroom, 4 bathroom home located in Hilton Head’s Singleton Beach rentals area. It offers a short walk, or bike ride, to Singleton Beach as well as quick access to the beautiful Chaplin Park, shops, restaurants and Hilton Head attractions and activities.Approximately 10 steps up lead to the porch, a g
8 Governors Lane is where southern charm meets modern comfort. This beautifully renovated and newly outfitted 3 bedroom, 2.5 bathroom home offers a spacious, open floor plan, luxurious accomodations and a brand new pool and spa for the 2026 season!The living area is comfortably furnished and offers a large Smart TV. The space extends to a sun room
This fourth-row home in the Oceanwoods North Forest Beach community is just steps away from the Atlantic coastline and boasts a fenced-in complex swimming pool, kiddie pool and beachside raised cabana with sweeping views of the Atlantic Ocean. This 3-story, dog-friendly Forest Beach home has covered parking, 4 bedrooms with en-suite bathrooms and m
This inviting four-bedroom, three-bath split-level is the perfect home base for your next family getaway. Just steps from beach access and featuring a newly refinished pool and spa, this property offers the ideal blend of relaxation, comfort, and convenience. Designed with families and groups in mind, it’s perfectly suited for sharing your vacation
Calm, cool, and relaxed is how you feel entering Kingston Road 29, a 4 bedroom, 4 bath, Hilton Head Shipyard home rental geared for your vacation. This stylish Shipyard home will sweep away your thoughts of work and have you dreaming of Hilton Head’s sunsets. Warm, neutral tones underlay the foyer and leads throughout the open floor. A formal dinin
Welcome to 1 Cedar Waxwing, a quintessential, luxurious Hilton Head vacation home. This 5-bedroom, 5.5-bathroom, 4th row home is located on a corner lot in Sea Pines, offering guests premier accommodations with ample space and privacy. The elevated main level features an open-concept floor plan. The living area is comfortably furnished with a couch
14 Evergreen is a lovely single level Sea Pines Vacation rental home, dog-friendly located just inside the main gate of Sea Pines! This beautifully updated 3 bedroom, 2 bathroom stair-free property offers the perfect location for your next HHI trip!The open concept floor plan is perfect for entertaining. The living area is comfortably furnished wit
Take solace in this bright and inviting 3 bedroom, 3 bathroom home located only a short distance to the beach in the lovely Palmetto Dunes Resort on Hilton Head Island. This alluring Palmetto Dunes home is pet-friendly with a private pool and waterfront dock on the Palmetto Dunes lagoon system.This popular waterfront Hilton Head home offers two liv
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